WO2017190396A1 - Procédé de préparation d'alpha-1,6-glucane - Google Patents

Procédé de préparation d'alpha-1,6-glucane Download PDF

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Publication number
WO2017190396A1
WO2017190396A1 PCT/CN2016/084798 CN2016084798W WO2017190396A1 WO 2017190396 A1 WO2017190396 A1 WO 2017190396A1 CN 2016084798 W CN2016084798 W CN 2016084798W WO 2017190396 A1 WO2017190396 A1 WO 2017190396A1
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WO
WIPO (PCT)
Prior art keywords
banana
glucan
eluted
water
phase
Prior art date
Application number
PCT/CN2016/084798
Other languages
English (en)
Chinese (zh)
Inventor
杨宝
蒋跃明
Original Assignee
中国科学院华南植物园
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by 中国科学院华南植物园 filed Critical 中国科学院华南植物园
Priority to US15/503,576 priority Critical patent/US10233264B2/en
Publication of WO2017190396A1 publication Critical patent/WO2017190396A1/fr

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
    • C08B37/0006—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid
    • C08B37/0009—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid alpha-D-Glucans, e.g. polydextrose, alternan, glycogen; (alpha-1,4)(alpha-1,6)-D-Glucans; (alpha-1,3)(alpha-1,4)-D-Glucans, e.g. isolichenan or nigeran; (alpha-1,4)-D-Glucans; (alpha-1,3)-D-Glucans, e.g. pseudonigeran; Derivatives thereof
    • C08B37/0018—Pullulan, i.e. (alpha-1,4)(alpha-1,6)-D-glucan; Derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
    • C08B37/0003—General processes for their isolation or fractionation, e.g. purification or extraction from biomass
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L19/00—Products from fruits or vegetables; Preparation or treatment thereof
    • A23L19/09—Mashed or comminuted products, e.g. pulp, purée, sauce, or products made therefrom, e.g. snacks
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L5/00—Preparation or treatment of foods or foodstuffs, in general; Food or foodstuffs obtained thereby; Materials therefor
    • A23L5/20—Removal of unwanted matter, e.g. deodorisation or detoxification
    • A23L5/23—Removal of unwanted matter, e.g. deodorisation or detoxification by extraction with solvents
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L5/00—Preparation or treatment of foods or foodstuffs, in general; Food or foodstuffs obtained thereby; Materials therefor
    • A23L5/20—Removal of unwanted matter, e.g. deodorisation or detoxification
    • A23L5/27—Removal of unwanted matter, e.g. deodorisation or detoxification by chemical treatment, by adsorption or by absorption
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
    • C08B37/0006—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid
    • C08B37/0009—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid alpha-D-Glucans, e.g. polydextrose, alternan, glycogen; (alpha-1,4)(alpha-1,6)-D-Glucans; (alpha-1,3)(alpha-1,4)-D-Glucans, e.g. isolichenan or nigeran; (alpha-1,4)-D-Glucans; (alpha-1,3)-D-Glucans, e.g. pseudonigeran; Derivatives thereof
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
    • A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
    • A23V2300/00—Processes
    • A23V2300/14—Extraction
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
    • A23V2300/00—Processes
    • A23V2300/30—Ion-exchange

Definitions

  • the invention belongs to the field of agricultural product processing, and particularly relates to a method for preparing ⁇ -1,6-glucan by using banana.
  • Banana is a perennial herb of the Musa family, and its fruit production ranks among the top fruits in the world.
  • the banana flesh is sweet and refreshing, rich in aroma, rich in nutrients and biologically active substances, and has a significant effect on relieving constipation and improving the intestinal microenvironment.
  • Banana fruit is rich in functional carbohydrates, such as polysaccharides and oligosaccharides, which account for more than 20% of the weight of the fruit. These active substances play a key role in the health benefits of bananas.
  • the structural reports on banana polysaccharides are still limited, and the structural characteristics of the main polysaccharides have not been identified. Therefore, it is necessary to carry out research on separation and purification and structural identification of banana polysaccharides, revealing the structure of major polysaccharides, which is of great significance for clarifying the chemical composition of bananas.
  • the invention finds and prepares a main polysaccharide in banana, and the structure is determined by NMR to be ⁇ -1,6-glucan, and its chemical structure is as shown in formula (I):
  • the method for producing ⁇ -1,6-glucan of the present invention is characterized in that it comprises the following steps:
  • the banana pulp is extracted with water, separated and collected, concentrated, and precipitated by adding ethanol.
  • the crude polysaccharide of banana is obtained by collecting the precipitate, and the crude polysaccharide of banana is purified by anion exchange resin, eluted with water or phosphate solution, and the eluted phase of water eluted phase or phosphate solution is collected separately.
  • the water eluted phase is concentrated and dried to obtain ⁇ - 1,6-glucan; the phosphate phase elution phase is concentrated, dialyzed, and then dried to obtain ⁇ -1,6-glucan.
  • the crude polysaccharide of banana is purified by anion exchange resin
  • the crude polysaccharide of banana is purified by anion exchange column, eluted with water, and the water eluted phase is collected, concentrated and dried to obtain ⁇ -1,6-DNA. Glycans.
  • the crude polysaccharide of banana is purified by anion exchange resin, eluted with a phosphate solution, and the phosphate phase is collected.
  • the crude polysaccharide of banana is purified by anion exchange column and eluted with a phosphate solution of pH 7.0.
  • the phosphate phase elution phase was collected, concentrated, dialyzed, and dried to obtain ⁇ -1,6-glucan.
  • the banana pulp is immersed in water by adding banana pulp into water of 1 to 30 times by mass, and leaching at room temperature (25 ° C) to 100 ° C for 1 to 120 hours.
  • the separating and collecting the separation in the extract is by centrifugation or filtration.
  • the ethanol is added for precipitation by adding ethanol to a final concentration of 20% to 90% by volume.
  • the banana pulp is fresh banana pulp or dried banana pulp.
  • the invention also provides the use of banana pulp for the preparation of alpha-1,6-glucan.
  • the present invention is prepared by separating and obtaining ⁇ -1,6-glucan from banana, and the yield thereof is 3-16 g/kg (purity is 85-95%).
  • the invention provides a new method for the preparation of ⁇ -1,6-glucan, which is of great significance for promoting the deep processing and utilization of bananas, enhancing the added value of banana products and promoting the sustainable development of the industry.
  • Banana crude polysaccharide was purified by DEAE Sepharose Fast Flow anion exchange column, eluted with water/NaCl solution, eluted with water, then eluted with 1M NaCl solution, and the components eluted with water were collected and concentrated. After drying, Compound 1 ( ⁇ -1,6-glucan) was obtained.
  • the ⁇ -1,6-glucan obtained by this method has a yield of 8 to 12 g/kg and a purity of 85 to 95%.
  • the structure of the compound 1 was identified as shown in the formula (I), and the name was ⁇ -1,6-glucan.
  • Banana crude polysaccharide was purified by DEAE Sepharose Fast Flow anion exchange column, eluted with water/NaCl solution, eluted with water, then eluted with 1M NaCl solution, and the components eluted with water were collected and concentrated. After drying, ⁇ -1,6-glucan was obtained (structural identification was the same as in Example 1).
  • the ⁇ -1,6-glucan obtained by this method has a yield of 3 to 8 g/kg and a purity of 85 to 95%.
  • Leaching adding 30 times of water to the banana pulp, leaching at 100 ° C for 5 hours, filtering, collecting the extract;
  • Banana crude polysaccharide was purified by DEAE Sepharose Fast Flow anion exchange column, eluted with water/NaCl solution, eluted with water, then eluted with 1M NaCl solution, and the components eluted with water were collected and concentrated. After drying, ⁇ -1,6-glucan was obtained (structural identification was the same as in Example 1).
  • the ⁇ -1,6-glucan obtained by this method has a yield of 12 to 16 g/kg and a purity of 85 to 95%.
  • Leaching adding 30 times of water to the banana pulp, leaching at 60 ° C for 5 hours, filtering, collecting the extract;
  • Banana crude polysaccharide is purified by DEAE cellulose anion exchange column and dissolved in phosphate
  • the liquid (pH 7.0)/NaCl solution was used as an elution solvent, first eluted with a phosphate solution (pH 7.0), and then eluted with a phosphate solution (pH 7.0) containing 1 M NaCl to collect a phosphate solution (pH 7). .0)
  • the eluted fraction concentrated, dialyzed, and then dried to obtain ⁇ -1,6-glucan (structural identification as in Example 1).
  • the ⁇ -1,6-glucan obtained by this method has a yield of 9 to 13 g/kg and a purity of 85 to 95%.

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Polymers & Plastics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Biochemistry (AREA)
  • Materials Engineering (AREA)
  • Molecular Biology (AREA)
  • Medicinal Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Nutrition Science (AREA)
  • Food Science & Technology (AREA)
  • Sustainable Development (AREA)
  • Polysaccharides And Polysaccharide Derivatives (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Medicines Containing Plant Substances (AREA)

Abstract

L'invention porte sur un procédé de préparation d'un alpha-1,6-glucane, comprenant les étapes consistant à : effectuer une extraction à l'eau de pulpe de banane, concentrer le liquide extrait et effectuer une précipitation à l'éthanol pour obtenir des polysaccharides de banane bruts ; purifier les polysaccharides bruts sur une résine échangeuse d'anions, en utilisant comme éluant de l'eau ou une solution de phosphate ; concentrer et sécher la phase d'élution aqueuse pour obtenir l'alpha-1,6-glucane ; et concentrer, dialyser et sécher la phase d'élution à la solution de phosphate pour obtenir l'alpha-1,6-glucane avec un rendement de 3 à 16 g/kg (une pureté de 85 à 95 %).
PCT/CN2016/084798 2016-05-04 2016-06-03 Procédé de préparation d'alpha-1,6-glucane WO2017190396A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
US15/503,576 US10233264B2 (en) 2016-05-04 2016-06-03 Process for preparing (1→6)-α-D-glucan

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CN201610294573.9 2016-05-04
CN201610294573.9A CN105924541B (zh) 2016-05-04 2016-05-04 一种制备α‑1，6‑葡聚糖的方法

Publications (1)

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WO2017190396A1 true WO2017190396A1 (fr) 2017-11-09

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PCT/CN2016/084798 WO2017190396A1 (fr) 2016-05-04 2016-06-03 Procédé de préparation d'alpha-1,6-glucane

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US (1) US10233264B2 (fr)
CN (1) CN105924541B (fr)
WO (1) WO2017190396A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114230682A (zh) * 2022-02-08 2022-03-25 中国热带农业科学院分析测试中心 一种功能性香蕉多糖bpf2及其制备与应用

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101709095A (zh) * 2009-12-02 2010-05-19 华南农业大学 香蕉葡聚寡糖及其制备方法和应用
CN104861085A (zh) * 2015-06-16 2015-08-26 河北大学 板栗种仁α-1,6-葡聚糖及其制备方法以及在抗肿瘤药物中的应用

Family Cites Families (4)

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Publication number Priority date Publication date Assignee Title
JP4820956B2 (ja) * 1997-11-05 2011-11-24 地方独立行政法人青森県産業技術センター リンゴ酢由来抗腫瘍性多糖の製造方法、およびそれによって得られるリンゴ酢由来抗腫瘍性多糖
CN101228942B (zh) * 2008-02-21 2011-02-16 海南耶肽生物工程有限公司 香蕉提取物的制备方法
CN101230106B (zh) * 2008-02-21 2010-06-09 海南思坦德生物科技有限公司 香蕉多糖的制备方法
CN105061617B (zh) * 2015-07-31 2017-06-30 华中农业大学 一种桃胶多糖的提取工艺及其应用

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101709095A (zh) * 2009-12-02 2010-05-19 华南农业大学 香蕉葡聚寡糖及其制备方法和应用
CN104861085A (zh) * 2015-06-16 2015-08-26 河北大学 板栗种仁α-1,6-葡聚糖及其制备方法以及在抗肿瘤药物中的应用

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114230682A (zh) * 2022-02-08 2022-03-25 中国热带农业科学院分析测试中心 一种功能性香蕉多糖bpf2及其制备与应用

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US10233264B2 (en) 2019-03-19
CN105924541B (zh) 2018-04-17
CN105924541A (zh) 2016-09-07
US20180162957A1 (en) 2018-06-14

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